1.0 2016-09-30 22:52:56 UTC 2020-04-22 15:10:17 UTC BMDB0002227 BMDB02227 Capsaicin (e)-8-Methyl-N-vanillyl-6-nonenamide Isodecenoic acid vanillylamide trans-8-Methyl-N-vanillyl-6-nonenamide Zostrix Isodecenoate vanillylamide (e)-8-Methyl-N-vanillyl-6-nonenamide(8CL) (e)8-Methyl-N-vanillyl-6-nonenamide Axsain e-Capsaicin epsilon-Capsaicin Isodecenoate Isodecenoic acid N-(4-Hydroxy-3-methoxybenzyl)-8-methylnon-trans-6-enamide Styptysat Transacin Gelcen Link brand OF capsaicin 8 Methyl N vanillyl 6 nonenamide Capsicum farmaya Capzasin Flemming brand OF capsaicin 8-Methyl-N-vanillyl-6-nonenamide Capsin Katrum Medicis brand OF capsaicin Smaller brand OF capsaicin Thompson brand OF capsaicin Vinas brand OF capsaicin Alacan brand OF capsaicin Antiphlogistine rub a-535 capsaicin Capsaicine Capsidol Carter horner brand OF capsaicin Centrum brand OF capsaicin Elan brand OF capsaicin Zacin C18H27NO3 305.4119 305.199093735 (6E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide capsaicin 404-86-4 COC1=C(O)C=CC(CNC(=O)CCCC\C=C\C(C)C)=C1 InChI=1S/C18H27NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h6,8,10-12,14,20H,4-5,7,9,13H2,1-3H3,(H,19,21)/b8-6+ YKPUWZUDDOIDPM-SOFGYWHQSA-N belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Organic compounds Benzenoids Phenols Methoxyphenols Methoxyphenols 1-hydroxy-2-unsubstituted benzenoids Alkyl aryl ethers Anisoles Carbonyl compounds Hydrocarbon derivatives Methoxybenzenes N-acyl amines Organic oxides Organonitrogen compounds Organopnictogen compounds Phenoxy compounds Secondary carboxylic acid amides 1-hydroxy-2-unsubstituted benzenoid Alkyl aryl ether Anisole Aromatic homomonocyclic compound Carbonyl group Carboxamide group Carboxylic acid derivative Ether Fatty acyl Fatty amide Hydrocarbon derivative Methoxybenzene Methoxyphenol Monocyclic benzene moiety N-acyl-amine Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Phenol ether Phenoxy compound Secondary carboxylic acid amide Aromatic homomonocyclic compounds Capsaicinoids and derivatives capsaicinoid Solid melting_point 65 °C logp 3.80 ALOGPS logs -4.56 ALOGPS logp 3.75 ChemAxon pka_strongest_acidic 9.93 ChemAxon pka_strongest_basic -0.52 ChemAxon iupac (6E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide ChemAxon average_mass 305.4119 ChemAxon mono_mass 305.199093735 ChemAxon smiles COC1=C(O)C=CC(CNC(=O)CCCC\C=C\C(C)C)=C1 ChemAxon formula C18H27NO3 ChemAxon inchi InChI=1S/C18H27NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h6,8,10-12,14,20H,4-5,7,9,13H2,1-3H3,(H,19,21)/b8-6+ ChemAxon inchikey YKPUWZUDDOIDPM-SOFGYWHQSA-N ChemAxon polar_surface_area 58.56 ChemAxon refractivity 90.32 ChemAxon polarizability 36.32 ChemAxon rotatable_bond_count 9 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 5638 Specdb::CMs 38329 Specdb::CMs 131907 Specdb::CMs 139641 Specdb::MsMs 49998 Specdb::MsMs 49999 Specdb::MsMs 50000 Specdb::MsMs 118818 Specdb::MsMs 118819 Specdb::MsMs 118820 Specdb::MsMs 439154 Specdb::MsMs 439394 Specdb::MsMs 439687 Specdb::MsMs 439688 Specdb::MsMs 439734 Specdb::MsMs 439735 Specdb::MsMs 448101 Specdb::MsMs 449768 Specdb::MsMs 449769 Specdb::MsMs 449770 Specdb::MsMs 449771 Specdb::MsMs 449772 Specdb::MsMs 449773 Specdb::MsMs 449774 Specdb::MsMs 449775 Specdb::MsMs 449776 Specdb::MsMs 449777 Specdb::MsMs 449830 Specdb::MsMs 449831 FDB012411 1265957 1548943 3374 C06866 DB06774 C00052221 712 Capsaicin Gannett, Peter M.; Nagel, Donald L.; Reilly, Pam J.; Lawson, Terence; Sharpe, Jody; Toth, Bela. Capsaicinoids: their separation, synthesis, and mutagenicity. Journal of Organic Chemistry (1988), 53(5), 1064-71.